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(±)-dihydromint lactone

Chemical Structure

General Material Information

Preferred name (±)-dihydromint lactone
Trivial Name 3,6-Dimethylhexahydrobenzofuran-2(3H)-one
Short Description koumalactone (Firmenich)
Formula C10 H16 O2
CAS Number 92015-65-1
FEMA Number 4032
Flavis Number 10.05
FDA UNII V49A09DWAA
COE Number 1005
NMR Predictor External link
JECFA Food Flavoring 1161 dihydromintlactone
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 92015-65-1 ; (+/-)-DIHYDROMINTLACTONE
Synonyms
  • dihydromintlactone
  • (+/-)- dihydromintlactone
  • 3,6-dimethyl cyclohexyl acetolactone
  • 3,6-dimethyl-3a,4,5,6,7,7a-hexahydro-3H-benzofuran-2-one
  • 3,6-dimethylcyclohexylacetolactone
  • hexahydro-3,6-dimethyl-2(3H)-benzofuranone
  • 2-(2-hydroxy-4-methyl cyclohexyl) propionic acid gamma lactone
  • koumalactone (Firmenich)
  • koumalactone 10% in TEC (Firmenich)
  • koumalactone 10% TEC (Firmenich)
  • natactone 10 (Firmenich)
  • 3,6-dimethyl-3a,4,5,6,7,7a-hexahydro-3H-benzofuran-2-one
  • 2(3H)-Benzofuranone, hexahydro-3,6-dimethyl-
  • Cyclohexaneacetic acid, 2-hydroxy-α,4-dimethyl-, γ-lactone
  • Perhydro-3,6-dimethyl-benzo[b]furan-2-one
  • Koumalactone
  • 3,6-Dimethylhexahydrobenzofuran-2(3H)-one
  • 3,6-Dimethyl-3a,4,5,6,7,7a-hexahydro-3H-1-benzofuran-2-one
  • 3,6-Dimethyl-octahydro-1-benzofuran-2-one

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
HMDB (The Human Metabolome Database):HMDB32219
FooDB:FDB009289
ChemSpider:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 168.2359161377
Specific gravity @ 20 °C
Pounds per Gallon 8.464 to 8.514
Refractive Index 1.464 to 1.47 @ 20 °C
Boiling Point 274 to 276°C @ 760 mm Hg
Acid Value 1 max KOH/g
Vapor Pressure 0.007 mmHg @ 25 °C
Flash Point TCC Value 107.22 °C TCC
logP (o/w) 2.14
Solubility
alcohol Yes
water, 2.70 g/L at 20 °C (exp) Yes
Stability
APC: traces - 0.5% Unspecified
candle: traces - 1% Unspecified
detergent: traces - 0.5% Unspecified
fine fragrances: traces - 0.5% Unspecified
shampoo: traces - 0.5% Unspecified
shower gel: traces - 0.5% Unspecified
soap: traces - 0.5% Unspecified
softener: traces - 0.5% Unspecified

Organoleptic Properties

Odor Type: Tonka
coumarinic, lactonic, tonka, phenolic, tobacco, gourmand
Odor strength medium , recommend smelling in a 10.00 % solution or less
Substantivity 168 hour(s) at 10.00 %
General comment At 10.00 % in dipropylene glycol. coumarinic lactonic tonka phenolic tobacco gourmand
Flavor Type: Lactonic
lactonic, coconut, coumarinic, minty, fruity, herbal
General comment Lactonic, coconut, coumarinic, minty, fruity and herbal notes
NATACTONE ® can be widely applied in fruit flavors where lactones are used. It gives great effect to yellow fruit flavors such as mango pineapple and peach. Its coumarinic and minty twist is perfect for tea and mint flavors. Lactonic coconut coumarinic minty fruity and herbal notes

Safety Information

Safety information

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for (±)-dihydromint lactone usage levels up to:
1.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 8.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 12.00 (μg/capita/day)
Structure Class: III
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 21
Click here to view publication 21
average usual ppmaverage maximum ppm
baked goods: 1.000003.00000
beverages(nonalcoholic): 1.000003.00000
beverages(alcoholic): 0.300001.00000
breakfast cereal: 0.300001.00000
cheese: --
chewing gum: 3.0000010.00000
condiments / relishes: --
confectionery froastings: 0.300001.00000
egg products: --
fats / oils: --
fish products: --
frozen dairy: 1.000003.00000
fruit ices: 0.300001.00000
gelatins / puddings: 0.500002.00000
granulated sugar: --
gravies: --
hard candy: 1.000003.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: 0.300001.00000
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 0.300001.00000
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 80 (FGE.80) - Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008)
View page or View pdf

Flavouring Group Evaluation 80, Revision 1 (FGE.80Rev1): Consideration of alicyclic, alicyclic-fused and aromatic-fused ring lactones evaluated by JECFA (61st meeting) structurally related to a aromatic lactone evaluated by EFSA in FGE.27 (2008)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 96 (FGE.96): Consideration of 88 flavouring substances considered by EFSA for which EU production volumes / anticipated production volumes have been submitted on request by DG SANCO. Addendum to FGE. 51, 52, 53, 54, 56, 58, 61, 62, 63, 64, 68, 69, 70, 71, 73, 76, 77, 79, 80, 83, 84, 85 and 87.
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):92015-65-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :53436632
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
3,6-dimethyl-3a,4,5,6,7,7a-hexahydro-3H-benzofuran-2-one
Chemidplus:0092015651